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Key Documents

A8887

Sigma-Aldrich

Acrylamide

suitable for electrophoresis, ≥99%

Synonym(s):

2-Propenamide, Polyacrylamide, acrylic amide, akrylamid, Acrylic acid amide

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About This Item

Linear Formula:
CH2=CHCONH2
CAS Number:
Molecular Weight:
71.08
Beilstein:
605349
EC Number:
MDL number:
UNSPSC Code:
41105319
eCl@ss:
39031205
PubChem Substance ID:
NACRES:
NB.22

vapor density

2.45 (vs air)

Quality Level

vapor pressure

0.03 mmHg ( 40 °C)

Assay

≥99%

form

crystals

technique(s)

electrophoresis: suitable

bp

125 °C/25 mmHg (lit.)

mp

82-86 °C (lit.)

solubility

water: soluble 2.5 g/10 mL, clear, colorless

suitability

suitable for electrophoresis

SMILES string

NC(=O)C=C

InChI

1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)

InChI key

HRPVXLWXLXDGHG-UHFFFAOYSA-N

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General description

Acrylamide acts as a quencher of tryptophan fluorescence. Acrylamide alkylates SH groups of cysteine and ε-NH2 lysine residues of proteins during electrophoresis. Bis-acrylamide is required for crosslinking and acrylamide is vital for the polymerization of monomers. Acrylamide along with bis-acrylamide crosslinks to form polyacrylamide gels, which is used to separate protein and other biomolecules.
Acrylamide (AA) is a neurotoxin and carcinogen. Potato products like, French fries, potato chips and also several cereal-based products contains acrylamide. This highly reactive organic compound has the ability to polymerize to form polyacrylamide.

Application

Acrylamide has been used:
  • for the synthesis of hydrogels
  • for the preparation of polyacrylamide gel
  • to agglomerate vimentin and keratin intermediate filament network

Acrylamide has been used:
  • to agglomerate the vimentin and keratin intermediate filament network of K562cells
  • in the preparation and characterization of soft culture substrate
  • in hydrogel synthesis
  • for determination of protein by sodium dodecyl sulphate-polyacrylamide gel electrophoresis (SDS-PAGE) electrophoresis

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 Oral

Target Organs

Peripheral nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

280.4 °F - closed cup

Flash Point(C)

138 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Use of potato flour in bread and flat bread
Flour and Breads and Their Fortification in Health and Disease Prevention, 247-259 (2011)
Expression and Ni-NTA-Agarose Purification of Recombinant Hepatitis C Virus E2 Ectodomain Produced in a Baculovirus Expression System
Gomez-Gutirrrez J, et al.
Biochimica et Biophysica Acta - Biomembranes (2018)
A large deformation viscoelastic model for double-network hydrogels
Mao Y, et al.
Journal of the Mechanics and Physics of Solids, 100, 103-130 (2017)
Matrix stiffness modulates formation and activity of neuronal networks of controlled architectures
Lantoine J, et al.
Biomaterials, 89, 14-24 (2016)
Voltage-induced wrinkle performance in a hydrogel by dielectric elastomer actuation
Tang C, et al.
Polymer, 10(7), 697-697 (2018)

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